EP0115245B1 - Gegen Ablauf beständiges Zweikomponenten-Klebemittel und Verschweissmittel - Google Patents

Gegen Ablauf beständiges Zweikomponenten-Klebemittel und Verschweissmittel Download PDF

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Publication number
EP0115245B1
EP0115245B1 EP83630201A EP83630201A EP0115245B1 EP 0115245 B1 EP0115245 B1 EP 0115245B1 EP 83630201 A EP83630201 A EP 83630201A EP 83630201 A EP83630201 A EP 83630201A EP 0115245 B1 EP0115245 B1 EP 0115245B1
Authority
EP
European Patent Office
Prior art keywords
adhesive
component
curative
diamine
polyol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
EP83630201A
Other languages
English (en)
French (fr)
Other versions
EP0115245A1 (de
Inventor
Thomas George Rabito
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ashland LLC
Original Assignee
Ashland Oil Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ashland Oil Inc filed Critical Ashland Oil Inc
Publication of EP0115245A1 publication Critical patent/EP0115245A1/de
Application granted granted Critical
Publication of EP0115245B1 publication Critical patent/EP0115245B1/de
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C09J175/12—Polyurethanes from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S528/00—Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S528/905—Polymer prepared from isocyanate reactant has adhesive property

Definitions

  • the subject matter of the invention is therefore a two component adhesive composed of a polyurethane component having free NCO groups and a curative component, said curative component comprising a mixture of a reactive hydrogen containing compound having 2 to 6 hydroxyl groups and a molecular weight of 100 to 3000 and a diamine in an amount of 0.6 to 0.033 moles of diamine per mole of polyol, characterised in that the diamine of the curative component is piperazine.
  • each of the three sets of lap share specimens failed by delamination and the respective bond strengths were about 42,9, 43,6 and 37,6 bar.
  • each of the three sets of lape share specimens had a bond strength of about 20,0, 27,4 and 18,5 bar and the bond strength at -18°C on each specimen was about 38,3, 35,1 and 45,3 bar.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polyurethanes Or Polyureas (AREA)

Claims (3)

1. Zweikomponenten-Klebstoff, bestehend aus einer Polyurethan-Präpolymer-Komponente mit freien NCO-Gruppen und einer Härtungskomponente, wobei die Härtungskomponente ein Gemisch aus einer reaktiven Wasserstoff enthaltenden Verbindung mit 2 bis 6 Hydroxylgruppen und einem Molekulargewicht von 100 bis 3000 und ein Diamin in einer Menge von 0,6 bis 0,033 Mol Diamin pro Mol Polyol umfaßt, dadurch gekennzeichnet, daß das Diamin der Härtungskomponente Piperazin ist.
2. Klebstoff nach Anspruch 1, in dem die reaktive Wasserstoff enthaltende Verbindung der Härtungskomponente 3 bis 4 Hydroxylgruppen enthält.
3. Klebstoff nach Anspruch 1, in dem die reaktive Wasserstoff enthaltende Verbindung der Härtungskomponente ein Dialkanol von Anilin ist.
EP83630201A 1982-12-20 1983-12-16 Gegen Ablauf beständiges Zweikomponenten-Klebemittel und Verschweissmittel Expired EP0115245B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/450,826 US4444976A (en) 1982-12-20 1982-12-20 Sag resistant two component adhesive and sealant
US450826 1982-12-20

Publications (2)

Publication Number Publication Date
EP0115245A1 EP0115245A1 (de) 1984-08-08
EP0115245B1 true EP0115245B1 (de) 1989-05-31

Family

ID=23789647

Family Applications (1)

Application Number Title Priority Date Filing Date
EP83630201A Expired EP0115245B1 (de) 1982-12-20 1983-12-16 Gegen Ablauf beständiges Zweikomponenten-Klebemittel und Verschweissmittel

Country Status (7)

Country Link
US (1) US4444976A (de)
EP (1) EP0115245B1 (de)
JP (1) JPS59120670A (de)
BR (1) BR8306673A (de)
CA (1) CA1197036A (de)
DE (1) DE3379954D1 (de)
ES (1) ES8505387A1 (de)

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JPS6090284A (ja) * 1983-10-22 1985-05-21 Japan Synthetic Rubber Co Ltd シ−ラント組成物
JPS61228075A (ja) * 1985-04-02 1986-10-11 Meisei Kogyo Kk 接着剤組成物
US4692479A (en) * 1985-07-19 1987-09-08 Ashland Oil, Inc. Self-setting urethane adhesive paste system
US4954199A (en) * 1986-05-30 1990-09-04 Mobay Corporation Two component polyurethane adhesive
US4728710A (en) * 1986-11-28 1988-03-01 Ashland Oil, Inc. Sag resistant urethane adhesives with improved antifoaming property
US4743672A (en) * 1987-02-26 1988-05-10 Ashland Oil, Inc. Sag resistant, two component urethane adhesives
US4876308A (en) * 1988-02-18 1989-10-24 Gencorp Inc. Polyurethane adhesive for a surface treatment-free fiber reinforced plastic
US5130205A (en) * 1989-06-12 1992-07-14 W. R. Grace & Co.-Conn. Laminate and gas permeation module comprising two-component polyurethane adhesive
US5041517A (en) * 1989-06-12 1991-08-20 W. R. Grace & Co.-Conn. Two-component polyurethane adhesive
US5002806A (en) * 1990-01-11 1991-03-26 Ashland Oil, Inc. Curative for structural urethane adhesive
US5204439A (en) * 1990-01-16 1993-04-20 Miles Inc. Two-component polyurethane adhesive
US5164473A (en) * 1990-01-16 1992-11-17 Miles Inc. Two-component polyurethane adhesive
US4994540A (en) * 1990-01-16 1991-02-19 Mobay Corporation Sag resistant, unfilled, low viscosity urethane structural adhesive
JP2613991B2 (ja) * 1991-08-12 1997-05-28 新田ゼラチン株式会社 ウレタン系接着剤組成物
US5308657A (en) * 1991-09-11 1994-05-03 Miles Inc. Protection of furniture edging
US5192594A (en) * 1991-11-07 1993-03-09 Miles Inc. Process for the preparation of a polyurethane structural support
US5233009A (en) * 1991-11-07 1993-08-03 Miles Inc. Polyurethanes comprising the reaction of an isocyanate terminated prepolymer and a polyol mixture comprising triols and an organic diamine
US5175228A (en) * 1991-12-09 1992-12-29 Gencorp Inc. Two-component primerless urethane-isocyanurate adhesive compositions having high temperature resistance
US5340901A (en) * 1991-12-09 1994-08-23 Gencorp Inc. Two-component, primerless, organic phosphorus containing polyurethane adhesive
WO1993018074A1 (en) * 1992-03-12 1993-09-16 Ashland Oil, Inc. Polyureaurethane primerless structural adhesive
JPH0621784U (ja) * 1992-08-27 1994-03-22 株式会社三井ハイテック 洗浄装置
US5551197A (en) * 1993-09-30 1996-09-03 Donnelly Corporation Flush-mounted articulated/hinged window assembly
US6746626B2 (en) * 1994-06-20 2004-06-08 Sgl Technic Inc. Graphite polymers and methods of use
CA2163402A1 (en) * 1994-12-12 1996-06-13 Peter H. Markusch Thixotropic polyurea compositions
US5609991A (en) * 1995-02-10 1997-03-11 Morton International, Inc. Photoimageable composition having improved alkaline process resistance and tack-free surface for contact imaging
US5853895A (en) * 1995-04-11 1998-12-29 Donnelly Corporation Bonded vehicular glass assemblies utilizing two-component urethanes, and related methods of bonding
US7838115B2 (en) 1995-04-11 2010-11-23 Magna Mirrors Of America, Inc. Method for manufacturing an articulatable vehicular window assembly
US5719252A (en) * 1996-12-18 1998-02-17 Bayer Corporation Unfilled two-component polyurethane adhesive
US5668211A (en) * 1996-12-18 1997-09-16 Bayer Corporation Two-component polyurethane adhesive
DE69801494T2 (de) 1997-03-17 2002-04-18 The Dow Chemical Co., Midland Polyurethanlatex, dessen herstellungsverfahren und daraus hergestellte polymere
ZA981836B (en) * 1997-03-17 1999-09-06 Dow Chemical Co Continuous process for preparing a polyurethane latex.
US6130268A (en) * 1997-06-23 2000-10-10 Polyfoam Products, Inc. Two component polyurethane construction adhesive
US5951796A (en) * 1997-06-23 1999-09-14 Polyfoam Products, Inc. Two component polyurethane construction adhesive and method of using same
US6087440A (en) * 1999-02-16 2000-07-11 The Dow Chemical Company Continuous process for preparing a polyurethane latex
NO20001903L (no) 1999-04-14 2000-10-16 Dow Chemical Co Polyuretan-filmer fremstilt fra polyuretan-dispersjoner
NO20001904L (no) 1999-04-14 2000-10-16 Dow Chemical Co Polyuretanfilmer fremstilt ved elektrolytisk utfelling fra polyuretandispersjoner
US6602025B2 (en) * 2001-03-15 2003-08-05 Bayer Corporation Process for lining canals, ditches and pipes with a non-sagging polyurethane/geofabric composite
US6866743B2 (en) 2001-04-12 2005-03-15 Air Products And Chemicals, Inc. Controlled structure polyurethane prepolymers for polyurethane structural adhesives
AU2003286899A1 (en) * 2002-11-04 2004-06-07 Invista Technologies S.A.R.L. Aqueous dispersions of poly(urea/urethanes)
KR101053704B1 (ko) * 2002-11-04 2011-08-02 인비스타 테크놀러지스 에스.에이.알.엘 폴리(우레아/우레탄)의 수성 분산액을 포함하는 물품
EP1569976A1 (de) * 2002-11-04 2005-09-07 INVISTA Technologies S.à.r.l. Wässrige polyharnstoff-polyurethan-dispersionen unter der verwendung eines polyesterglycols
US7737361B2 (en) * 2008-02-25 2010-06-15 Corning Cable Systems Llc Sealant gel for a telecommunication enclosure
RU2608485C2 (ru) * 2011-09-02 2017-01-18 Констракшн Рисёрч Энд Текнолоджи Гмбх Полиуретановые системы, имеющие способность окрашиваться без оседания и безгрунтовочную адгезию на бетон
CA2846450A1 (en) * 2011-09-02 2013-03-07 Construction Research & Technology Gmbh Polyurethane systems having non-sag and paintability
CA2913996C (en) * 2013-05-31 2021-08-31 Cytec Industries Inc. Formulated polyurethane resin compositions for flood coating electronic circuit assemblies
US9832902B2 (en) 2013-05-31 2017-11-28 Elantas Pdg, Inc. Formulated resin compositions for flood coating electronic circuit assemblies
US9808765B2 (en) 2014-03-12 2017-11-07 Elantas Pdg, Inc. Polyurethane adhesives for reverse osmosis modules
CA2968849C (en) 2014-11-26 2023-02-28 Cytec Industries Inc. Multi-part polyurethane compositions, articles thereof, and method of making
CA2982120C (en) 2015-04-09 2023-08-15 Elantas Pdg, Inc. Polyurethane adhesives for reverse osmosis modules
US10457843B2 (en) 2017-08-18 2019-10-29 !Obac Ltd Magnetic flooring system adhesive composition
JP6827977B2 (ja) * 2018-08-06 2021-02-10 第一工業製薬株式会社 ２液硬化型接着剤

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GB1070759A (en) * 1964-02-13 1967-06-01 Goodyear Tire & Rubber Polyurethanes and method of making
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US3812003A (en) * 1970-02-11 1974-05-21 Goodyear Tire & Rubber Polyurethane composition and laminates made therewith
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AU8230182A (en) * 1981-04-06 1982-10-14 Goodyear Tire And Rubber Company, The Two pack polyurethane adhesive

Also Published As

Publication number Publication date
EP0115245A1 (de) 1984-08-08
BR8306673A (pt) 1984-07-17
ES528148A0 (es) 1985-05-16
DE3379954D1 (en) 1989-07-06
ES8505387A1 (es) 1985-05-16
JPH0518875B2 (de) 1993-03-15
JPS59120670A (ja) 1984-07-12
CA1197036A (en) 1985-11-19
US4444976A (en) 1984-04-24

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